111865-53-3Relevant academic research and scientific papers
Barbier-type allylation of carbonyl compounds and imines with metallic cadmium
Sain, Bir,Prajapati, Dipak,Sandhu, Jagir S.
, p. 4795 - 4798 (1992)
Cadmium mediated allylation of a variety of carbonyl compounds and imines in a Cd/Bu4NBr/THF system afforded excellent yields of the corresponding homoallylic alcohols and amines under very mild reaction conditions.
Process of transferring α, β-unsaturated alkyl groups to electrophiles
-
, (2008/06/13)
There is described a process of transferring α,β-unsaturated alkyl groups to an electrophile (aldehyde, ketone, nitrile, imine, alkyne) by means of a masked zinc alkyl in an aprotic solvent.
Preparation and reactions of masked allylic organozinc reagents
Jones, Philip,Knochel, Paul
, p. 186 - 195 (2007/10/03)
Allylic zinc reagents have been prepared from sterically hindered homoallylic alcohols 10 and 13, using a novel fragmentation reaction of the corresponding zinc alkoxide, without any homocoupling products. These allylic zinc reagents react with a range of electrophiles in good to excellent yields. Substituted allylic zinc reagents have also been prepared in this manner. α-Substituted homoallylic alcohols 37, 46, and 51 give solely α- substituted products after the fragmentation-allylation sequence; these products are obtained not only regioselectively but also with extremely high anti diastereoselectivity. Likewise, γ-substituted homoallylic alcohols 57 and 58, undergo the fragmentation-allylation reaction to give γ-substituted products. The reaction has also been demonstrated to be catalytic in zinc salts.
Allylation of Imines with in situ Generated Allyl Lead Reagents in a PbBr2/Al/BF3*OEt2/Et2O System
Tanaka, Hideo,Yamashita, Shiro,Ikemoto, Youichi,Torii, Sigeru
, p. 673 - 674 (2007/10/02)
Reductive addition of allyl bromide to imines has been performed with a combination of a catalytic amount of PbBr2 (0.03-0.1 equiv.) and Al (1 equiv.) in Et2O containing BF3*OEt2 (1.1 equiv.).
